Reaction equation
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][N:7]1[C:11]([NH2:12])=[CH:10][CH:9]=[N:8]1.[CH2:13]([O:15][C:16](=[O:30])[C:17](=[CH:26]OCC)[C:18](=[O:25])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[CH3:14]>>[CH2:13]([O:15][C:16](=[O:30])[C:17](=[CH:26][NH:12][C:11]1[N:7]([CH2:6][C:2]2[O:1][CH:5]=[CH:4][CH:3]=2)[N:8]=[CH:9][CH:10]=1)[C:18](=[O:25])[C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1)[CH3:14]Participants
3
Procedure
163 g. of 1-(2-furyl)methyl-5-aminopyrazole (1 mol.) and 248 g. of ethoxymethylene benzoyl acetic acid ethyl ester (1 mol.) are heated at 130° until no more alcohol distils off (approximately 1 hour). The oily residue crystallizes and yields on cooling and recrystallization from hexane 310 g. of [[[1-(2-furyl)methyl-5-pyrazolyl]-amino]methylene]benzoyl acetic acid ethyl ester (85%), m.p. 75°-77°.
Workup
- customdistils off (approximately 1 hour)
- customThe oily residue crystallizes
- customyields
- temperatureon cooling
- customrecrystallization from hexane 310 g
Sources & evidence
- ORD record
- ord-803a6ae6eb824056affc93fb9703178f
- Source dataset
- uspto-grants-1976_09
- Patent number
- US03983128
Linked notes
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